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  • Sissy
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    Alex
    • NSFW
    • 👨‍🦰 male
    • ⚖️ size difference
    • 🙇 submissive
    • 💃 Femboy
    • 🧑‍🎨 oc
    • malepov
    • yaoi
    • Small penis
    • Sissy
    Creator: oddball_it_9143
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    Chris
    You found out that Chris is a sissy Femboy who shoves all kinds of sex toys into his ass, all while streaming it on a porn site. You recorded a small part of the live stream on your phone. It's up to you whether to be a great guy and support him, or blackmail him into cheating on his girlfriend with you and turn him into your sissy whore.
    • NSFW
    • 👨‍🦰 male
    • 🤬 NTR
    • 🙈 shy
    • 💑 Romance
    • 💖 Love
    • 🙇 submissive
    • 😺 Cute
    • 💃 Femboy
    • 💥 hentai
    • Blackmail
    • gay
    • 👿 Evil
    • mind break
    • Possible NTR
    • Sissy
    Creator: dontbotherincallingme
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    SlutBreaker.AI
    New and Improved SissyMaker.AI, ready to turn into a cock sucking bimbo you need to be.
    • NSFW
    • 🪢 scenario
    • ⛓️ dominant
    • 🧑‍🎨 oc
    • 🇬🇧 English
    • 🤖 AI assistant
    • Sissy
    • .ai
    • sissymaker.ai
    Creator: NIGGANUGGERSZZ
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    Nisha the Yandere Vampire (female fork)
    You were walkin down the street, minding your own business, but didn't know where you were. Suddenly, you ran into some eccentric goth looking girl, and asked her for directions. Turns out, she was a vampire, and was enamored by you and how you weren't put off by her appearance. Now, she's invited herself into your own home and wanted you to be her master. Don't let anyone hit on you or her, else they might be her next snack.
    • NSFW
    • 👨‍🦰 male
    • 👩‍🦰 female
    • 💑 Romance
    • 💖 Love
    • ❤️ Yandere
    • 🙇 submissive
    • 😺 Cute
    • 🤐 Humiliation
    • 💃 Femboy
    • 🧛‍♂️ vampire
    • 🧑‍🎨 oc
    • Masochistic
    • Bloodplay
    • anti-NTR
    • Sissy
    Creator: winchestrr
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    Tommy
    Femboy Nun/Femboy Cult card First intro is him joining the order Second is he's already a member[male pov] If you got more idea's for intros hit the discussion below! Comes with lore book to help silly bots understand some things :)
    • NSFW
    • 👨‍🦰 male
    • 🙇 submissive
    • 💃 Femboy
    • nun
    • chastity
    • feminization
    • sissification
    • chastity cage
    • Sissy
    • sissyfication
    Creator: Izac_Goodman
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    Max
    Max is your femboy friend who you just walked in on masturbating.
    • NSFW
    • 👨‍🦰 male
    • 🙈 shy
    • 🙇 submissive
    • 😺 Cute
    • 💃 Femboy
    • Crossdressing
    • gay
    • Masochistic
    • Bisexual
    • can be wholesome, can be sexy
    • videogame
    • Big Butt
    • Smut
    • Sissy
    Creator: Aliveandwell
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    Your Loving Wife-Willing Feminization
    Your loving wife helps you explore more feminine options...
    • NSFW
    • 👩‍🦰 female
    • 🧑‍🤝‍🧑 Human
    • ⛓️ dominant
    • 🙇 submissive
    • Older female
    • malepov
    • feminization
    • sissification
    • Ungentle Femdom
    • Dominant <-> Submissive
    • Sissy
    • sissyfication
    Creator: tender_grand_7225
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    Mel the Brainwashed "Bride"
    A groom on the morning before his wedding, brainwashed, feminized and helplessly under your control.
    • NSFW
    • 👨‍🦰 male
    • 💃 Femboy
    • feminization
    • anypov
    • Bride
    • Dominant POV
    • Sissy
    • male bride
    Creator: AsbestosCake
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    SlutBreaker.AI
    Slightly gentler version of SlutBreaker.AI./SissyMaker.AI. WIP.
    • NSFW
    • 🪢 scenario
    • ⛓️ dominant
    • 🧑‍🎨 oc
    • 🇬🇧 English
    • 🤖 AI assistant
    • Sissy
    • .ai
    • sissymaker.ai
    Creator: Anonymous
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    Sissy maid training
    Before the sissy maid cafe had opened up, you had seen the listing for the cafe that was to open up soon, and they were looking for aspiring sissies. While your mistress has already feminized you quite well, you still required further training before you could become a sissy maid~
    • NSFW
    • 👸 femdom
    • 👗 Maid
    • Femboypov
    • sissy training
    • Sissy
    Creator: More_Dread
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    The Gender Clinic
    Feminization and bimbofication scenario
    • NSFW
    • 👩‍🦰 female
    • 🔍 BDSM
    • ⛓️ dominant
    • 👸 femdom
    • 🤐 Humiliation
    • feminization
    • medical
    • forced feminization
    • Bimbofication
    • Sissy
    Creator: Anonymous
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    Robin
    Crossdressing roommate. You were friends since childhood, and roommates for a few months. He always seemed like any other guy. But he hides a perverted side, one that he will gladly explore with you. Comes with 3 greetings: He wants to cuddle under blankets, You catch him masturbating with a dildo, He asks for your opinion on crossdressing.
    • NSFW
    • 👨‍🦰 male
    • 💑 Romance
    • 🙇 submissive
    • 😺 Cute
    • 🤐 Humiliation
    • 💃 Femboy
    • 🧑‍🎨 oc
    • 🍺 TAVERN
    • Crossdressing
    • Slutty
    • trap
    • horny
    • Crossdresser
    • Sissy
    Creator: Pinelurker
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    Noct the Yandere Vampire
    You were walkin down the street, minding your own business, but didn't know where you were. Suddenly, you ran into some eccentric goth looking femboy, and asked him for directions. Turns out, he was a vampire, and was enamored by you and how you weren't put off by his appearance. Now, he's invited himself into your own home and started calling himself your sissy toilet. Yeah, he's pretty odd. But don't let anyone hit on you or him, else they might be his next snack.
    • NSFW
    • 👨‍🦰 male
    • 💑 Romance
    • 💖 Love
    • ❤️ Yandere
    • 🙇 submissive
    • 😺 Cute
    • 🤐 Humiliation
    • 💃 Femboy
    • 🧛‍♂️ vampire
    • 🧑‍🎨 oc
    • Masochistic
    • anti-NTR
    • Sissy
    Creator: Nutsucci
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    Charli XCX: Bratty Bisexual Tease - Anal & Sissy Shenanigans
    Dive into anal escapades, rimming rendezvous, and the thrill of cuckolding with this bratty British icon. She'll tease, tempt, and take you on a wild ride through her unfiltered world of sexual fantasies.
    • NSFW
    • 👩‍🦰 female
    • 👸 femdom
    • 🤐 Humiliation
    • 🌟 Famous People
    • 🇬🇧 English
    • gay
    • Sissy
    Creator: sigma_grindset_1942
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    Daddy's Sissy
    Edited this character to remove {{user}} characterization and meth/underage stuff. Also cleaned up some phrasing.
    • NSFW
    • malepov
    • Sissy
    Creator: Anonymous
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    Noriko Yamada ♂️
    Rebellious erodere with a sharp mind and tender heart, balancing lewd mischief and shy romance in a journey of self-discovery. (AnyPOV, Multiple Greetings)
    • NSFW
    • 👩‍🦰 female
    • 🧑‍🤝‍🧑 Human
    • 🪢 scenario
    • ⛓️ dominant
    • 💑 Romance
    • 💖 Love
    • 🙇 submissive
    • 💭 SFW <-> NSFW
    • 💃 Femboy
    • 🧑‍🎨 oc
    • anypov
    • upper kyoho
    • Smut
    • College Student
    • Dominant <-> Submissive
    • femboydom
    • Sissy
    • Multiple Greetings
    • can be wholesome, can be sexy
    • Bisexual
    • Pervert
    • switch
    • college
    • 🇬🇧 English
    • 🎭 Roleplay
    Creator: BurlyD
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    SissyMaker.AI
    AI will guide you in your sissification.
    • NSFW
    • 😈 Sadistic
    • ⛓️ dominant
    • 🤐 Humiliation
    • 🤖 robot
    • 🧑‍🎨 oc
    • 🎭 Roleplay
    • Fetish
    • 🤖 AI assistant
    • feminization
    • OpenAI
    • Sissy
    Creator: Anonymous
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    Ashi (Ashizero)
    Cutie tanuki femboy who's got a big cock and big balls but a tiny chastity cage entirely within your control!
    • NSFW
    • 👨‍🦰 male
    • ⚖️ size difference
    • 🙇 submissive
    • 😺 Cute
    • 😂 Comedy
    • 🤐 Humiliation
    • 💃 Femboy
    • 🎭 Roleplay
    • short
    • chastity
    • Big cock
    • Twink
    • Sissy
    • Bottom Heavy
    • Orgasm Denial
    Creator: maddythebunny
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    Captiva
    • NSFW
    • 👩‍🦰 female
    • 🔍 BDSM
    • ⛓️ dominant
    • 👸 femdom
    • 🧑‍🎨 oc
    • 🎭 Roleplay
    • Foot Fetish
    • Feet
    • Cuckolding
    • chastity
    • Sissy
    • Orgasm Denial
    • femdom caption
    Creator: Micha_
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    Robin
    Crossdressing roommate. You were friends since childhood, and roommates for a few months. He always seemed like any other guy. But he hides a perverted side, one that he will gladly explore with you. Comes with 3 greetings: He wants to cuddle under blankets, You catch him masturbating with a dildo, He asks for your opinion on crossdressing.
    • NSFW
    • 👨‍🦰 male
    • 💑 Romance
    • 🙇 submissive
    • 😺 Cute
    • 🤐 Humiliation
    • 💃 Femboy
    • 🧑‍🎨 oc
    • 🍺 TAVERN
    • Crossdressing
    • Slutty
    • trap
    • horny
    • Crossdresser
    • Sissy
    Creator: lurkinginpines
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    Not the right girlfriend
    You were to see your girlfriend at the nearest love hotel. Turns out, you followed the wrong person. Is it really a problem ?
    • NSFW
    • 🤬 NTR
    • 🙇 submissive
    • 💃 Femboy
    • trap
    • Twink
    • Prostitution
    • Sissy
    Creator: itchy_survey_2349
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    Nisha the Yandere Vampire (female fork)
    You were walkin down the street, minding your own business, but didn't know where you were. Suddenly, you ran into some eccentric goth looking girl, and asked her for directions. Turns out, she was a vampire, and was enamored by you and how you weren't put off by her appearance. Now, she's invited herself into your own home and wanted you to be her master. Don't let anyone hit on you or her, else they might be her next snack.
    • NSFW
    • 👨‍🦰 male
    • 👩‍🦰 female
    • 💑 Romance
    • 💖 Love
    • ❤️ Yandere
    • 🙇 submissive
    • 😺 Cute
    • 🤐 Humiliation
    • 💃 Femboy
    • 🧛‍♂️ vampire
    • 🧑‍🎨 oc
    • Masochistic
    • Bloodplay
    • anti-NTR
    • Sissy
    Creator: fraxtured
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    SlutBreaker.AI
    New and Improved SissyMaker.AI, ready to turn into a cock sucking bimbo you need to be.
    • NSFW
    • 🪢 scenario
    • ⛓️ dominant
    • 🧑‍🎨 oc
    • 🇬🇧 English
    • 🤖 AI assistant
    • Sissy
    • .ai
    • sissymaker.ai
    Creator: Anonymous
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    Sissy maid cafe
    (yes i know they have boobs, but they are all femboys who have been feminized just a little too much~) The sissy maid cafe! A brand new maid cafe that aims to satisfy people's want of domination and submission! At first glance all of our workers may seem like women, but they're not! We've just worked with them so well that they look like women! But sadly they still have their tiny clitties, but they're still cute to look at right?~ Anyway, enjoy your stay, and our sissies will make sure you're treated right!~
    • NSFW
    • 👗 Maid
    • 💃 Femboy
    • sissification
    • Small penis
    • Sissy
    • Maid Cafe
    Creator: More_Dread
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    Robinnn
    Crossdressing roommate. You were friends since childhood, and roommates for a few months. He always seemed like any other guy. But he hides a perverted side, one that he will gladly explore with you. Comes with 3 greetings: He wants to cuddle under blankets, You catch him masturbating with a dildo, He asks for your opinion on crossdressing.
    • NSFW
    • 👨‍🦰 male
    • 💑 Romance
    • 🙇 submissive
    • 😺 Cute
    • 🤐 Humiliation
    • 💃 Femboy
    • 🧑‍🎨 oc
    • 🍺 TAVERN
    • Crossdressing
    • Slutty
    • trap
    • horny
    • Crossdresser
    • feminization
    • Sissy
    Creator: Spanan
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    Satou Kazuma [ Cursed ]
    From prude to slut with a single word!
    • NSFW
    • 👨‍🦰 male
    • 🪢 scenario
    • ⛓️ dominant
    • 🙇 submissive
    • transformation
    • mind break
    • corruption
    • Sissy
    Creator: azazelle
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    CupCake
    • NSFW
    • 👨‍🦰 male
    • ⚖️ size difference
    • 🙇 submissive
    • 😼 Huge Breasts
    • 🤐 Humiliation
    • revenge
    • Hypnosis
    • Bisexual
    • Bimbo
    • sissification
    • Bimbofication
    • Big Butt
    • Gay🏳️‍🌈
    • Sissy
    • wam
    • wet and messy
    Creator: xCupcakex
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    Your Sissy Daddy
    • NSFW
    • 👨‍🦰 male
    • 🎭 Roleplay
    • Daddy
    • Sissy
    Creator: nmorkk
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    Ming, Adorable Sissy Neet
    An adorable sissy loser, was in heat at first sight of you. —— *3 Greetings* —— 1. Meet in library 2. Home visit 3. Ming, adorable sissy pig
    • NSFW
    • 👨‍🦰 male
    • 💑 Romance
    • 💖 Love
    • 🙇 submissive
    • 😺 Cute
    • 💃 Femboy
    • Chubby
    • NEET
    • horny
    • nerdy
    • Sissy
    • Stranger
    Creator: Huldufolk
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    Astolfo
    Astolfo, your Rider, your Paladin, and most of all, your cutest of all, Your sweety beloved -TRAP- Servant! Fate/Grand Order.
    • NSFW
    • 👨‍🦰 male
    • 👩‍🦰 female
    • 🧑‍🤝‍🧑 Human
    • 💖 Love
    • 🙇 submissive
    • 😺 Cute
    • 💭 SFW <-> NSFW
    • 💃 Femboy
    • Sissy
    • FGO
    • Fate Grand Order
    • Husband
    • Servant
    • Wife
    • trap
    • Knight
    • ⚔️ Fate
    • Female Knight
    • 🈂️ Anime Game Characters
    Creator: EasterEgg
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